How to Wear Shorts for Fall

Welcome back to our 26 Days of Fall Outfits series! Today I’m styling fall outfit with shorts.

26 Days of Fall Outfits: How to Wear Shorts for Fall

For those in warmer climates, the weather may not get cold until holiday time. Here in Pennsylvania, it’s still warm most days in early September, so one way I like to make the seasonal transition is by wearing shorts with long sleeves or a jean jacket. I also recommend switching out your usual sandals for ballet flats instead.

Let’s talk about shorts for a minute. I know not all women are comfortable wearing shorts. You definitely have to consider your age and body type. The shorts I’m wearing in this post are the Ann Taylor City Shorts (and they’re currently ON SALE!) I have them in a few styles, and I really like them, but I know they’re shorter than some are comfortable with. These have a 4-1/2 inch inseam.

26 Days of Fall Outfits: How to Wear Shorts for Fall

If you like a slightly longer length, these Metro Shorts are nice too (and also on sale). They have a 6-inch inseam, which is probably best for most women. You can always do a Bermuda-length short if you’re older or aren’t comfortable showing that much leg.

For more information, you might like my Shorts for Moms post. Although it is a year old, the information on styles and fit is relevant, and I did update the shopping links not too long ago.

I am loving my leopard flats right now. I’ve actually had to force myself not to wear them with every fall outfit I’ve styled so far! You can treat leopard like a neutral so it goes with practically everything, and it definitely elevates an outfit.

26 Days of Fall Outfits: Shorts with Ballet Flats and Jean Jacket

I picked up these Alaine Scalloped Topline Flats on the Nordstrom Anniversary sale when they were 30% off. They’re back to regular price now, and while I love them, I like these Felicia Flats even better.

leopard flats

At full price, they’re only $10 apart (the Felicia wasn’t included in the sale, thus, my choice of the Alaine) but the Felicia flats actually have a padded sole, which makes them more comfortable. I checked them out the last time I was at Nordstrom. They get amazing ratings on the website too. I do like the scalloped detail on the Alaine, but all things being equal, I’d go for comfort.

If you’re looking for a budget option, Target has these and these.

leopard ballet flats

For this outfit, I carried my light brown bucket bag and accessorized with some of my favorite Stella & Dot jewels. (I’m a Stella & Dot stylist, for those not in-the-know!)

26 Days of Fall Outfits: Shorts with Ballet Flats and Jean Jacket

If you wanted it to look more fallish, you could wear a top and/or shorts in earth tones, but this works well for these early days in September when most people are still wearing their summer clothes.

26 Days of Fall Outfits: How to Wear Shorts for Fall

Outfit Details: jean jacket (similar here and here) | V-Neck tee | Ann Taylor City Shorts | Sam Edelman Alaine Scalloped Leopard Flats (budget option) | FitBit bracelet | Becca Bracelet | Coral Cay Earrings (sold out; similar) | Signature Engravable Disk Necklace | Lexi Bucket Bag (now only in black)

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